[(2S)-3-(acetyloxy)-2-hydroxypropoxy](2-aminoethoxy)phosphinic acid

• ChemBase ID: 4280
• Molecular Formular: C7H16NO7P
• Molecular Mass: 257.178201
• Monoisotopic Mass: 257.06643849
• SMILES: CC(=O)OC[C@H](O)CO[P@@](=O)(O)OCCN
• Canonical SMILES: NCCO[P@@](=O)(OC[C@H](COC(=O)C)O)O
• InChI: InChI=1S/C7H16NO7P/c1-6(9)13-4-7(10)5-15-16(11,12)14-3-2-8/h7,10H,2-5,8H2,1H3,(H,11,12)/t7-/m0/s1
• InChIKey: CWRILEGKIAOYKP-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-3-(acetyloxy)-2-hydroxypropoxy](2-aminoethoxy)phosphinic acid
• IUPAC Traditional name: (2S)-3-(acetyloxy)-2-hydroxypropoxy(2-aminoethoxy)phosphinic acid
• Synonyms: 1-ACETYL-2-LYSO-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

Database IDs

• PubChem SID: 46508927; 160967712
• PubChem CID: 6602471; 6102806

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8690838
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.9501073
• LogD (pH = 7.4): -2.9510381
• Log P: -2.950067
• Molar Refractivity: 52.9726 cm^3
• Polarizability: 22.00549 Å^3
• Polar Surface Area: 128.31 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.75
• LOG S: -1.25
• Solubility (Water): 1.67e+01 g/l

DETAILS

DrugBank - DB04731

Drug information: experimental